(R)-1-propanoyloxy-2,3-propanediol | 62244-24-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: (R)-1-propanoyloxy-2,3-propanediol
• 英文别名: (-)(R)-glycerol-1-propionate；(-)(R)-Glycerin-1-propionat；(r)-Glycerol-1-propionate；[(2R)-2,3-dihydroxypropyl] propanoate
• CAS: 62244-24-0
• 化学式: C₆H₁₂O₄
• 分子量: 148.159
• InChiKey: AALUCPRYHRPMAG-RXMQYKEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (R)-1-propanoyloxy-2,3-dibenzyloxypropane 以92%的产率得到
  参考文献：
  名称：

  CARDILLO, GIULIANA;ORENA, MARIO;ROMERO, MARTA;SANDRI, SERGIO, TETRAHEDRON, 45,(1989) N, C. 1501-1508

  摘要：

  DOI：

文献信息

• Synthesis of Optically Pure Terminal Epoxide and 1,2‐Diol via Hydrolytic Kinetic Resolution Catalyzed by New Heterometallic Salen Complexes
  作者：Santosh Singh Thakur、Shu‐Wei Chen、Wenji Li、Chang‐Kyo Shin、Yoon‐Mo Koo、Geon‐Joong Kim

  DOI：10.1080/00397910600640354

  日期：2006.8

  The inactive chiral (salen)Co complex is easily activated by InCl3 and TlCl3 Lewis acids by forming heterometallic salen complexes. These complexes show very high catalytic activity for the synthesis of enantiomerically enriched terminal epoxides (>99% ee) and 1,2‐diols simultaneously via hydrolytic kinetic resolution. Strong synergistic effects of different Lewis acids, Co‐In and Co‐Tl, were exhibited

  摘要 InCl3 和 TlCl3 Lewis 酸容易激活非活性手性 (salen)Co 配合物，形成异金属 salen 配合物。这些配合物通过水解动力学拆分同时合成富含对映体的末端环氧化物 (>99% ee) 和 1,2-二醇显示出非常高的催化活性。在催化过程中表现出不同路易斯酸 Co-In 和 Co-Tl 的强协同作用。所描述的系统非常简单和高效。
• Enantioselective synthesis of 2-benzyloxy alcohols and 1,2-diols via alkylation of chiral glycolate imides. A convenient approach to optically active glycerol derivatives
  作者：Giuliana Cardillo、Mario Oren、Marta Romero、Sergio Sandri

  DOI：10.1016/0040-4020(89)80148-6

  日期：1989.1

  The alkylation of the chiral enolates of glycolate imides 2a and 2b proceedes in highly diastereoselective manner to give 2'-substituted products in good yield. Reductive cleavage with LiBH4 affords the corresponding 2-benzyloxyalcohols 3a-c and 11a-b which are successively converted to 1,2-diols in high optical purity. By this method (R)-1-propanoyloxy-2, 3-propanediol 9 and (S)-1-tridecyloxy-2,3-propanediol

  乙醇酸酯酰亚胺2a和2b的手性烯酸酯的烷基化以高度非对映选择性的方式进行，以高收率得到2′-取代的产物。用LiBH 4还原裂解得到相应的2-苄氧基醇3a-c和11a-b，它们以高光学纯度连续转化为1,2-二醇。通过这种方法，从2a和2b开始合成了从海绵Plocamiidae提取的甘油酯（R）-1-丙酰氧基-2、3-丙二醇9和（S）-1-十三烷氧基-2,3-丙二醇14，分别。
• Baer; Fischer, Journal of the American Chemical Society, 1945, vol. 67, p. 2036
  作者：Baer、Fischer

  DOI：——

  日期：——
• Oligomers of Straight-Chain and Unbranched Fatty Acids and Drugs Containing These
  申请人：Wolf Hans Uwe

  公开号：US20090012166A1

  公开（公告）日：2009-01-08

  The present invention relates to new substances which are derived from naturally occurring straight-chain and unbranched fatty acids and also from semi-synthetic and synthetic compounds with principally the same structure in that they represent dimers, trimers, tetramers or higher oligomers of the starting substances.
• US7964640B2
  申请人：——

  公开号：US7964640B2

  公开（公告）日：2011-06-21